72 total properties
Did you mean the neighborhood Winter Park?
View 1947 SUMMERFIELD ROAD Winter Park, FL MLS# O6396107
$2,649
3

Beds

2.0

Baths

1,422

Sq.Ft.

1947 SUMMERFIELD ROAD

Winter Park, FL

Courtesy of 407 PROPERTIES
View 7454 WYNNEWOOD SQUARE 188 Winter Park, FL MLS# O6397874
$1,950
3

Beds

2.1

Baths

1,151

Sq.Ft.

7454 WYNNEWOOD SQUARE 188

Winter Park, FL

Courtesy of APPLE REALTY
View 1776 MONDRIAN CIRCLE Winter Park, FL MLS# O6400199
  • New Construction with Virtual Tour
1 of 44
$5,500
3

Beds

3.1

Baths

2,193

Sq.Ft.

1776 MONDRIAN CIRCLE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2115 SYCAMORE DRIVE Winter Park, FL MLS# O6398548
$3,500
4

Beds

2.0

Baths

2,099

Sq.Ft.

2115 SYCAMORE DRIVE

Winter Park, FL

Courtesy of STOCKWORTH REALTY GROUP
View 7508 GLENMOOR LANE Winter Park, FL MLS# O6399253
$2,500
3

Beds

2.0

Baths

1,676

Sq.Ft.

7508 GLENMOOR LANE

Winter Park, FL

Courtesy of AMERICAN DREAM HOMES INC
View 1803 PINEVIEW CIRCLE Winter Park, FL MLS# O6398583
$1,975
2

Beds

1.0

Baths

1,029

Sq.Ft.

1803 PINEVIEW CIRCLE

Winter Park, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View 1695 Lee Road D213 Winter Park, FL MLS# 1074322
$1,300
2

Beds

1.0

Baths

881

Sq.Ft.

1695 Lee Road D213

Winter Park, FL

Brevard
View 200 SAINT ANDREWS BOULEVARD 3707 Winter Park, FL MLS# O6397644
$1,900
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3707

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 1701 WALNUT AVENUE Winter Park, FL MLS# O6397097
$7,800
4

Beds

4.1

Baths

3,819

Sq.Ft.

1701 WALNUT AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 4033 YACHT COURT Winter Park, FL MLS# O6396599
  • Virtual Tour
1 of 35
$3,000
4

Beds

2.0

Baths

2,268

Sq.Ft.

4033 YACHT COURT

Winter Park, FL

Courtesy of NEXTHOME NEIGHBORHOOD REALTY
View 1441 ONECO AVENUE Winter Park, FL MLS# O6395705
$5,700
4

Beds

3.1

Baths

2,531

Sq.Ft.

1441 ONECO AVENUE

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 1000 S SEMORAN BOULEVARD 815 Winter Park, FL MLS# R4910991
$1,650
2

Beds

2.0

Baths

1,003

Sq.Ft.

1000 S SEMORAN BOULEVARD 815

Winter Park, FL

Courtesy of KIMBRIDGE REALTY, LLC
View 3032 ANTIQUE OAKS CIRCLE 145 Winter Park, FL MLS# O6395924
$1,350
1

Beds

1.0

Baths

749

Sq.Ft.

3032 ANTIQUE OAKS CIRCLE 145

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 438 LAKEVIEW AVENUE Winter Park, FL MLS# O6396001
$3,200
2

Beds

1.0

Baths

1,250

Sq.Ft.

438 LAKEVIEW AVENUE

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 1695 LEE ROAD D116 Winter Park, FL MLS# O6395336
$1,800
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD D116

Winter Park, FL

Courtesy of ZEAL REALTY
View 1814 BARKER DRIVE Winter Park, FL MLS# O6395037
$10,000
5

Beds

4.0

Baths

4,200

Sq.Ft.

1814 BARKER DRIVE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1555 MICHIGAN AVENUE Winter Park, FL MLS# O6394834
$1,450
1

Beds

1.0

Baths

800

Sq.Ft.

1555 MICHIGAN AVENUE

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 1199 CLAY STREET Winter Park, FL MLS# O6393872
  • Virtual Tour
1 of 50
$170,124
184,510

Sq.Ft.

1199 CLAY STREET

Winter Park, FL

Courtesy of BUCKEYE REALTY LLC
View 4775 SEMINOLE AVENUE Winter Park, FL MLS# O6393586
$13,200
960

Sq.Ft.

4775 SEMINOLE AVENUE

Winter Park, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 1695 LEE ROAD C206 Winter Park, FL MLS# TB8489708
$1,595
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C206

Winter Park, FL

Courtesy of ROSS RENTALS LLC

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

387

Estimated median home price

$790,000
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

PriceCount
$0 - 100K3
$100K - 200K50
$200K - 300K22
$300K - 400K22
$400K - 500K29
$500K - 600K23
$600K - 700K27
$700K - 800K20
$800K - 900K16
$900K - 1M8
$1M - Max167

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family242
Townhouse16
Condo88
Commercial7
Rental72
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 5/19/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 5/19/2026.